(+)-CAVICULARIN - A NOVEL OPTICALLY ACTIVE CYCLIC BIBENZYL-DIHYDROPHENANTHRENE DERIVATIVE FROM THE LIVERWORT CAVICULARIA DENSA STEPH

摘要

From the methanolic extract of the liverwort Cavicularia densa a novel phenolic secondary metabolite, (+)-cavicularin (1) has been isolated. The structure was determined by extensive high field (600MHz) 2D-NMR spectra and it was confirmed by an X-ray crystallographic analysis. It was shown to be a cyclic bibenzyl-dihydrophenanthrene derivative, having a highly strained structure. The unique structure of 1, [alpha](21)(D) + 168.2 degrees (c 0.25, MeOH) possesses both planar and axial chirality. This is the first example of the isolation of such a compound From nature. Copyright (C) 1996 Elsevier Science Ltd [References: 6]